Tours in Key West

258 results

Schooner Appledore Day Sail with Full Bar in Key West

74
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.
2 hours
Free Cancellation
From
$49.00

Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters

132
Experience the Florida Keys like a true Conch! Our 4-hour Backcountry Sandbar Excursion takes you to a stunning location chosen by your captain based on the day's weather and tides. Immerse yourself in the intoxicating beauty of turquoise waters and deep blue skies. Keep an eye out for the incredible local wildlife – you might spot rays, turtles, fish, and even playful dolphins! Once we arrive at the sandbar, you'll have ample time to swim, soak up the sun, and simply unwind in this island paradise. Just bring your swimsuit, towel, sunscreen, and any snacks and drinks (including alcohol) you'd like to enjoy. This private trip is perfect for up to 6 passengers and runs daily from noon to 4 pm.
4 hours
Free Cancellation
From
$564.90

Private Tour of Florida Keys from Marathon to Key West

24
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
8 hours
Free Cancellation
From
$137.00

Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat

66
Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.
2 hours
Free Cancellation
From
$456.88

Key West Kayak Rental

116
A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per kayak) Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays and maybe even a manatee. Great for paddlers of all experience levels though all guests must know how to swim.
2 hours
Free Cancellation
From
$40.00

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

349
For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!
2 hours 30 minutes
Free Cancellation
From
$42.95

Key West Deep Sea Fishing: Big Fish

112
If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!
4 hours
From
$950.00

Private boat Charter Dolphin & Snorkeling tour Sandbar Key West

12
Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches only accessible by boat, with a flexible itinerary customized just for you. • Watch wild dolphins in their natural habitat • Private eco-friendly tour, just for your group • Cruise Key West’s beautiful backcountry waters • Flexible departure times to fit your schedule • Learn about marine life from a local guide
3 hours 30 minutes
Free Cancellation
From
$751.42

Marathon: COMBO- Snorkel & Sandbar (Coffins Patch Reef)

43
Solé Watersports is Marathon's premier watersports operator. Winner of Best in Marathon 2023, 2024. Florida Mom owned. This best selling excursion features two gems: Coffin's Patch and the Grassy Key Sandbar. * 1st Stop: Reef Snorkeling at Coffin's Patch. A Protected Sanctuary Area of the Reef boasting some wreckage remains from a Spanish Galleon that sank around 1733. Also the home of abundant tropical SEALIFE! 8-15' deep. * 2nd Stop: Grassy Key Sandbar. First try some shallow water snorkeling above the Turtle Grass flats. Discover Conch, Bahamian Starfish, horseshoe crabs and more. Then soak up some Florida Sunshine, chill and relax on the white sandy bottom or the giant floating mat! 0-4' deep. Conditions vary each day and waves and currents fluctuate. MUST BE A PROFICIENT SWIMMER. Included: - All snorkel gear - Noodles, balls, giant floating mat at the sandbar - Water, iced coolers - Restroom on boat Beverages, snacks and essentials can be purchased at the Marina Store.
3 hours 30 minutes
Free Cancellation
From
$154.00

Dolphin Watching and Snorkeling

107
Minimum 3 passengers are required; if not met, our team will contact you and offer to add one General Admission ticket price to ensure your trip departs as a Private charter; or you may cancel or reschedul. We offer comfortable Four Winns( 25 ft), or Robalo (27 ft) boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year. For our guests who would like the extra shade, we have a full rooftop! Plenty of shade or plenty of sun! The front is open for sunbathers. We offer a lot of storage on the boat and restroom facilities as well! Sightings are based on dolphin behaviors and are not guaranteed.
3 hours 30 minutes
Free Cancellation
From
$135.00

VIP Robert the Doll After Dark

154
Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk the dark halls of historic Fort East Martello with authentic ghost-hunting equipment and meet Key West's infamous haunted doll, Robert. USA Today named us one of America's 10 Most Haunted Destinations, and Thrillist calls us "The Creepiest Place in Florida." See for yourself, but be warned: we actively engage spirits, so our hunts are not for everyone. We're family-owned by real Key West locals, and our Google satisfaction rating is 4.9. Our owners opened the first ghost tours on the island and wrote Ghosts of Key West, Haunted Key West, and the biography of Robert the Doll. Book VIP here for the two-hour ghost-hunting adventure, which includes an additional hour hunting ghosts on your own after the guided tour. (Book General Admission tickets on our site for the one-hour guided tour only). There are dozens of ghost tours in Key West. See why people are dying to get into ours.
2 hours
Free Cancellation
From
$99.00

Six Fins Key West Freestyle Jet Ski Adventure – 1 Hour of Freedom

2
Top Key West Jet Ski Rental — Your Hour, Your Way. Skip the crowds and strict routes — this 1-hour freestyle jet ski adventure is all about freedom. After a short escort ride with a Six Fins guide, you’ll reach a calm, open-water zone where the ride is yours to create. ✅ Ride fast and kick up spray for an adrenaline rush ✅ Cruise slowly and take in Key West’s stunning coastline ✅ Anchor at a sandbar to swim, float, or simply relax ✅ Enjoy a private, flexible alternative to large group tours ✅ Perfect for repeat riders, thrill-seekers, or anyone short on time Whether you’re looking for speed, sightseeing, or simply space to play, this freestyle session delivers pure Key West jet ski freedom — no fixed itinerary, just maximum fun.
1 hour
Free Cancellation
From
$160.00

Airport Transfers - Chauffeur Car & Limo Services of Melbourne

26
Mnmridez Chauffeur stands out as your premier choice for Limo Service and Airport Transfers due to our unwavering commitment to excellence. We offer: 24/7 Availability: Our chauffeurs are at your service around the clock, convenience and flexibility for all traveler. Meet & Greet Excellence: Our chauffeurs welcome you with personalised name signs, ensuring a stress-free arrival experience at Melbourne Airport Personalised Service: Your comfort, safety , preferences are paramount throughout the journey Exceptional Customer Service: We prioritise outstanding customer experiences and actively seek and value your feedback to continually enhance our services Safety Compliance: We strictly adhere to Melbourne Airport regulations, ensuring your safety is never compromised Environmental Responsibility: Contributing to sustainability, we utilize fuel-efficient vehicles, promoting eco-conscious travel Experience the best in Limo Service and Airport Transfers with Mnmridez Chauffeur today
30 minutes to 50 minutes
Free Cancellation
From
$102.05

Key West Perfume Making Class: Create Your Signature Fragrance

1
Create your own signature fragrance during an instructor-led class at a perfume store in Key West on Duval Street. Craft a luxury personal fragrance from twelve premixed blends and up to three additional oils from our selection of 300. Includes one bottled custom fragrance, certificate, and workbook. Bottle your perfume or cologne to take home and turn it into a body lotion, massage oil, and more.
1 hour 30 minutes
Free Cancellation
From
$125.00

Hemingway Food and Walking Tour

101
This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, his first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.
2 hours
Free Cancellation
From
$99.00

2-Hour Sunset Sailing With Wine In Stock Island

91
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water. We provide 8 Varieties of Wine - 4 Red, 3 White & a Champagnoise • 5 Premium Beers - Imported & Domestic • Charcuterie Boards - Meats, cheeses, crackers, fruit, crudités, chocolate • Sodas and bottled water
2 hours
Free Cancellation
From
$125.00

Guided Clear Kayak Eco-Tour Near Key West

642
100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the blueish-green waters. Eco-Tours with Marine Viewing: Our eco-tours immerse you in the rich ecosystem of the Florida Keys. Watch for starfish, nurse sharks, jellyfish, stingrays, and many other marine creatures as they go about their daily lives just inches beneath your kayak. Journey through Mangroves: The tour takes you through the pristine mangroves of Sugarloaf Key, offering a scenic and serene experience that's both refreshing and educational. You'll get to witness the delicate balance of life in these important coastal habitats. If the tide is too low or too high, your guide may adjust the route to ensure the best experience. Expert Guides: They're trained to prioritize safety while sharing interesting facts about the area's marine life and ecosystem.
2 hours
Free Cancellation
From
$79.00

Shallow Water Snorkeling and Dolphin Watching in Key West

461
All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watching sailing excursion. Cruise on a roomy catamaran that books only to half their passenger limit for quality control. Be ready to spot wild dolphins being WILD - hunting, playing, teaching their babies how to hunt, feed and socialize with their dolphin friends. Then to a shallow water snorkel stop at coral reefs, wrecks or the wildlife refuge - wherever the best conditions are from Mother Nature that day. The spacious catamaran offers plenty of room to relax in comfortable seats, and on a soft trampoline sundeck forward. Feel the sea breeze in your hair, and enjoy light snacks and premium drinks, all while having fun on the sparkling waters of Key West.
4 hours
From
$108.91

Parasailing Experience in Key West 

2
Soar up to 300ft above Key West for stunning panoramic views Enjoying a thrilling 10-15 minute parasailing experience Parasail with friends with the double, or triple flight options Safe and fun for ages 6 and up. Choose between two departure locations in Key West
1 hour
Free Cancellation
From
$99.99

Key West Shore Excursion: Conch Tour Train

34
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll see the best of Key West on the tour that's been entertaining visitors to the Island City since 1958. You’ll hear legends and lore of this charming tropical paradise like stories about Henry Flagler's railroad, which arrived in Key West September 22, 1912, and forever changed the Island City. FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET.
1 hour 30 minutes
Free Cancellation
From
$45.10

The Original Key West Ghost Hunt

101
We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated.
1 hour 30 minutes
Free Cancellation
From
$28.00

2 Hour Key West Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. Our launch site gives you direct access to some of Key West’s most stunning and secluded mangrove tunnels, so you're in the heart of the adventure within minutes. No guided schedule, no rushing—just you, the water, and the wildlife. With high-quality gear, easy-to-follow route maps, and a laid-back local vibe, we make it simple to experience the best of Key West’s natural beauty, on your own terms.
2 hours
Free Cancellation
From
$40.00

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

9
Explore the serene mangrove waterways of Geiger Key on this guided eco-tour. Perfect for all ages and levels of experience. Choose between a single kayak, double kayak, or stand-up paddleboard as you glide through the lush scenery. Your knowledgeable guide will point out the hidden gems of this unique Florida Keys ecosystem, ensuring a memorable and educational experience. With safety gear, paddle instruction, bottled water, and dry bags provided, all you need to bring is your sense of adventure. Enjoy complimentary shuttle pick-up from Key West and immerse yourself in nature for two hours of tranquility.
2 hours
Free Cancellation
From
$75.00

iWitness Key West True Crime Walking Tour

7
True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style. Be the next eyewitness. We're bringing crime to the streets!
1 hour 30 minutes
Free Cancellation
From
$45.00